Photo‐fluorodecarboxylation of 2‐Aryloxy and 2‐Aryl Carboxylic Acids

Joe C. T. Leung, Claire Chatalova‐Sazepin, Julian G. West, Montserrat Rueda‐Becerril, Jean‐François Paquin, Glenn M. Sammis

Angewandte Chemie International Edition · 2012 · 155 citations · 11 references

Concepts

Abstract

Coming to light: The title reaction simply requires an aqueous alkaline solution of Selectfluor and light. The method is inexpensive and effective for a wide range of neutral and electron-poor 2-aryloxy and 2-aryl acetic acids to provide fluoromethyl ethers (see scheme) and benzyl fluorides, respectively. The mechanism most likely proceeds through an initial aryl excitation with a subsequent single-electron transfer.

References

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